The Alistair Blog
Stories about the broken world of traditional financial advice, deep dives into our microtools, and updates on what we're building to fix it.
The Accuracy Problem in AI Financial Advice
Most AI tools answer financial questions by hoping the model's training data is recent enough. That's a recipe for disaster. Here's what we built instead.
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Introducing the new Portfolio and Transactions pagesProduct Updates
A clear view of what you own and where your money goes. The rebuilt Portfolio and Transactions pages put your investments and spending side by side.
Alistair vs. ChatGPT vs. Money Apps: What's Actually DifferentIndustry Insights
Why a generic chatbot and a transaction tracker can't do what a connected financial planner can.
Household accounts, a new dashboard, and account linkingProduct Updates
Your money doesn't live in a silo — and neither should your finances. Household accounts, a rebuilt dashboard, and read-only account linking bring your whole financial picture into one place.
Connect your accounts to AlistairProduct Updates
Account Linking is here. Securely connect your bank and brokerage accounts so Alistair keeps your net worth, financial health, and advice up to date automatically.
How Much International Exposure Do You Actually Need?Investing
Bogle said zero. Vanguard says 40%. Academics say market-cap weight at roughly 40%. The US has outperformed for 15 years straight. Is the diversification still worth it?
Dividend Investing: Free Money or the Biggest Illusion in Finance?Investing
Getting paid to own stocks sounds great. But every dollar paid as a dividend is a dollar the company can't reinvest. The academic case against dividend-focused strategies.
Factor Investing for Normal People: Smart Beta or Marketing Gimmick?Investing
The academics discovered factors that beat the market. Wall Street turned them into expensive products. Can retail investors actually capture factor premiums — or is this just the new active management?
Alternative Assets Are No Longer Just for the RichInvesting
Private equity, private credit, interval funds, REITs — asset classes once reserved for institutions and the ultra-wealthy are now accessible through ETFs and platforms. Should you add them?
Why Your Portfolio Underperforms the Market (It's Not Fees)Investing
The average investor underperforms the funds they own by 2-3% per year. Not because of expense ratios. Because they buy high, sell low, and can't stop tinkering.
What the S&P 500 Doesn't Tell You About the EconomyInvesting
The S&P 500 isn't the economy. It's 500 of the largest public US companies, heavily concentrated in tech, and increasingly disconnected from what's actually happening on Main Street.
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